Sodium hydride → HCID 24955304, compound

HRID 1661466Notes

Reaction equation

HRID 1661466 reaction equation
[CH3:1][C@@H:2]1[C@@H:4]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:3]1[S:11]([CH3:14])(=[O:13])=[O:12].[F:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[C:30]3[C:25](=[CH:26][C:27]([SH:31])=[CH:28][CH:29]=3)[CH:24]=[N:23]2)=[CH:18][CH:17]=1.[H-].[Na+]>C1COCC1>[F:15][C:16]1[CH:17]=[CH:18][C:19]([N:22]2[C:30]3[C:25](=[CH:26][C:27]([S:31][C@H:4]([C:5]4[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=4)[C@@H:2]([NH:3][S:11]([CH3:14])(=[O:13])=[O:12])[CH3:1])=[CH:28][CH:29]=3)[CH:24]=[N:23]2)=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 16112501HCID 16112501, compoundHCID 593397121-(4-Fluorophenyl)-1H-indazole-5-thiol

Product 1

HCID 24955304HCID 24955304, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To (2R,3R)-2-methyl-1-(methylsulfonyl)-3-phenylaziridine (38a, 0.03 g, 0.14 mmol) in THF (4 ml) was added 1-(4-Fluorophenyl)-1H-indazole-5-thiol (37c, 0.038 g, 0.16 mmol) and sodium hydride (5.11 mg, 0.21 mmol) on an ice bath with stirring. The ice bath was removed and the mixture was stirren at room temperature over night. The solvent was removed and the mixture was purified on HPLC. Yield 0.007 g (11%).

Workup

  1. customThe ice bath was removed
  2. waitthe mixture was stirren at room temperature over night
  3. customThe solvent was removed
  4. customthe mixture was purified on HPLC

Sources & evidence

ORD record
ord-e8f7abd7afdf4d90b628df57a5e0b1e0
Source dataset
uspto-grants-2011_10
Patent number
US08030340B2

Reaction notes

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